I searched the area for anything
that looked like Entry #29's
location.

[00:12-00:18] Footage 0:25-0:30 from Entry #29 with text overlayed:

All I could think to look for
was parks since the beginning
of 29 looked to be on a trail.

[00:20-00:25]

After looking for a week,
I found one big park.

[00:26] Footage taken with handheld. Cut to footage of the park as seen from the parking lot. The sky is overcast. There is a wooden fence acting as a boundary between the park and parking lot Floodlights can be seen littering the field. There is a play structure on the right. A building can be seen in the background There is a shade structure on the left with some picnic tables underneath Wind can be heard in the background.
[00:28-00:33]

It's called Rosswood, and is
split in to two areas.

[00:30-00:35] Jay pans left and zooms in on the shade structure. A tent can be seen on the left behind some trees.
[00:36-00:37] Jay zooms out and pans further left. A car can be seen on the far left. A building with a red roof can be seen in the background.
[00:37-0:42]

The front, seen here, looks
like a regular park.

[00:38-00:46] Jay zooms in on the top of some trees in the background
[00:46] Cuts to Jay in the park near a paved path looking to some trees. Wind is still audible. There are now blue skies.
[00:46-00:49] Jay zooms in on a dirt path in the distance.
[00:48-00:54]

But further back there's a
huge, intricate set of trails.

[00:50-00:53] Jay zooms out and pans left.
[00:54-00:56] Jay starts to walk forward.
[00:56] Camera cuts to near the trail. The focus is on a yellow piece of paper nailed to a tree that says "trail". The sound is wind is quieter.
[00:56-01:00] Jay grabs the top left corner and tries to straighten out the paper.
[01:01] A trail is visible on the left.
[01:05] Cut to footage of a path. The ground is covered in leaves. The sound of wind can still be heard.
[01:05-01:13] Jay is walking down the path.
[01:09-01:13] Jay turns around to see a man with a blue hoody and light bootcut blue jeans following him. The mans hands are in the pocket of his hoody.
[01:15-01:20] Jay turns around again, zooms in on the man, and slows his pace.
[01:20-01:25] Jay points the camera to the ground and quickens his pace to a fast walk.
[01:25] Footage cuts to a later point in time.
[01:25-01:39] A humming noise.
[01:25-01:28] Jay looks through the trees to see the man is still behind him on the path.
[01:29-01:33] Jay stops and zooms in on the man.
[01:33] Jay continues walking.
[01:39] The footage cuts to Jay filming to the right side of the trail. Jay is still walking.
[01:39-01:44] Jay slows down looks at the lid of a manhole.
[01:48-01:49] Jay turns around to see the man is still following him. The man's left hand is by his face
[01:50-01:58] Jay starts running to get away from the man following him.
[01:54] Jay leaves the path around this point.
[01:58-02:28] Jay hides behind a tree and watches the man pass.
[02:22-02:25] Jay crouches down behind some fallen branches.
[02:28-02:35] Footage cuts to an area on a trail with underbrush similar to that in Entry #29
[02:35] Footage cuts to another area in the woods. Jay is on a hill. It is in the evening.
[02:36-02:41]

Most of the trails are old
and poorly maintained.

[02:44] Cut to footage of a grouping of old rusted metal. It looks like a dump site.
[02:59] Cut to footage of a half buried barrel on it's side with rusted holes.
[03:05-03:09] Jay crouches down to look inside the barrel where a leaf suspended by a cobweb slowly spins.
[03:09] Footage cuts to the side of a stream
[03:09-03:16] Jay approaches the stream.
[03:13-03:16] Jay pans left and then right again.
[03:16-03:20] Raindrops can be seen hitting the water's surface.
[03:16-03:20] Jay: *sigh* "It just had to rain." *sigh*
[03:30-03:22] Jay turns the camera towards the sky then back to the river.
[03:27-03:29] Jay turns around and sees the man. He zooms in on the man. The man's weight is on his left leg and his right leg is forward. He is also doing something with his right hand
[03:32-03:40] Jay moves closer to the man and zooms in on him again.
[03:44-03:47] Jay points the camera up while moving to the left. His face is visible.
[03:49] Jay points the camera to the man again.
[03:56] Jay: "Hey!"
[04:00] Jay moves towards the man.
[04:04] Jay: "Excuse me."
[04:12] Jay: "Uh"
[04:14] Jay: "Hey."
[04:17] Jay: "Turn around."
[04:22] Jay is on the path to the right of the man.
[04:23] Jay: "Excuse me." Jay approaches the man.
[04:34] Jay: "Are you okay?"
[04:38] Jay taps the man's right shoulder. Jay: "Excuse me."
[04:39]The man turns around. He is wearing glasses and a green hat underneath his hoody.
[04:41] The man takes out an earbud from his left ear. Man: "Can I help you?"
[04:42] Jay pans down and sees a cellphone with the headphones plugged in. There is a pocket knife in the mans right side pocket.
[04:44-04:49]
Jay: "Umm… No. Sorry, I thought you were someone else."
Man: "Alright."
The man turns and walks away.
[04:51] The man puts the ear bud back in his left ear.
[04:53] The man briefly looks back at Jay.
[05:00-05:04] Jay points the camera up again and briefly looks into it.His face is visible.
[05:07] Cuts to black.
[05:10-05:14]

It was starting to rain and I
was getting paranoid, so
I went back to the hotel.

[05:16-05:21]

Walking back to my room, on
a whim, I tried talking to Jessica.

[05:23-05:36] Footage cuts to Jay walking down the hallway of the hotel to his room.
[05:31-05:40] Some music is audible.
[05:36-05:38] Jay pauses outside his room and backtracks to Jessica's door.
[05:38-05:40] Jay knocks on Jessica's door.
[05:42-05:43] Jay knocks again.
[05:44] Jessica opens the door There is something on a hanger by the door The light is on in the bathroom A hair drier in the bathroom can be seen through the mirror
Jessica is wearing a black shirt with a white jacket over it
[05:45-07:22]
Jessica: "What do you want?" in an annoyed tone
Jay: "Umm… Nothing, well, okay this may sound weird, but do you know anything about the parks around here?"
Jessica: "Parks?" in an annoyed tone
Jay: "Yeah."
Jessica: "I mean there's a few of them. Any in particular?"
Jay: "Uh, the one *sigh* that's off of uh… oh what's the road, it's called Rosswood Road I think."
Jessica: "I don't know." said curtly
Jay: "No wait, it's actually called Rosswood Park. It's pretty big… Have you heard of it."
Jessica: "I mean, I may have been there as a kid, but nothing comes to mind." said curtly
Jay: "Nothing at all?"
Jessica: "No. Why are you asking?" in an annoyed tone
Jay: "I'm-I'm Just curious. I mean, I just got here so I'm looking for a good area to look for an apartment or something."
Jessica: "Just got here?"
Jay: "Yeah, my job relocated me and now I'm just looking for a—"
Jessica: "No, you told me your house was being renovated." Jessica interrupts Jay

Main Theories and Observations

A slight buzzing can be heard from 2:44-2:59, however I do not think it is intentional so I did not mention it above as he climbed the hill

It appears Jay started videotaping as soon as he got out of his car.

At 0:56 the sound is wind is probably being muffled by the trees.

At 1:15-1:20 Jay probably turned around to get a better look at the guy following him. This explains the slowed pace.

The man is right handed

The man's wallet is in his back right pocket

The man's MP3 player is probably in the front pocket of his hoody

Jessica grew up in the area

Further Speculation

Is that humming noise traffic? Or a distortion?

The irritability, loss of memory, and coughing are similar to what Tim, Jay, and Alex have been through

I assume the music is coming from Jessica's room. That, or I am hearing things. ~ Makdee from the UnFiction forums

The real Rosswood Park is a tiny field in Sacramento, California with no hiking trails. The park used in this entry actually has a different name, & is presumably in Georgia, where the series is filmed. ~ Zeta Kai

*That's incorrect—This Rosswood is a park in Tuscaloosa, Alabama, where the series is actually filmed. Named Munny Sokol Park, according to the Marble Hornets map. —Genowhirl.

Jessica initially appears perturbed as if she is in a bad mood.

Jessica also appears to be studying Jay and probing him for information, seeing as how she has taken careful note of Jay's previous story, calling him out when he changes it.

She asks him if he is okay and if he has been experiencing memory loss. Why would she suggest memory loss? Could she in fact be experiencing the same problems surrounding The Operator? Her phone call in Entry #30 would suggest it. ~ Red-Rock-Run

Could that Hooded man be TTA? Or are there more than one hooded people in the series?

It seems to be generally accepted that TTA is Hoody, thus my concern… ~ og1764